N-(4-methoxyphenyl)-2-[4-oxo-5-(p-tolyl)thieno[2,3-d]pyrimidin-3-yl]acetamide

ID: ALA4575929

PubChem CID: 992984

Max Phase: Preclinical

Molecular Formula: C22H19N3O3S

Molecular Weight: 405.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)Cn2cnc3scc(-c4ccc(C)cc4)c3c2=O)cc1

Standard InChI:  InChI=1S/C22H19N3O3S/c1-14-3-5-15(6-4-14)18-12-29-21-20(18)22(27)25(13-23-21)11-19(26)24-16-7-9-17(28-2)10-8-16/h3-10,12-13H,11H2,1-2H3,(H,24,26)

Standard InChI Key:  FBRUDUWSFUAEBM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.1923   -5.3094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061   -4.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9033   -4.0732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1905   -3.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4813   -4.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4801   -4.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6991   -5.1516    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159   -4.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010   -3.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4474   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968   -2.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7461   -1.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9421   -1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894   -2.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6472   -2.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6897   -0.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1867   -2.8425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6135   -3.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3228   -4.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0331   -3.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7465   -4.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4514   -3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1645   -4.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1702   -4.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4590   -5.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7504   -4.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3259   -4.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8795   -5.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8826   -6.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  2  0
  6  1  1  0
  7  6  1  0
  8  7  1  0
  9  8  2  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
  4 17  2  0
  3 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 25 26  1  0
 21 26  2  0
 19 27  2  0
 24 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575929

   N-(4-methoxyphenyl)-2-[5-(4-methylphenyl)-4-oxothieno[2,3-d]pyrimidin-3-yl]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 405.48

Molecular Weight (Monoisotopic): 405.1147

AlogP: 4.08

#Rotatable Bonds: 5

Polar Surface Area: 73.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.24

CX Basic pKa: 1.03

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.99

References

1. Zou Y, Hu Y, Ge S, Zheng Y, Li Y, Liu W, Guo W, Zhang Y, Xu Q, Lai Y..  (2019)  Effective Virtual Screening Strategy toward heme-containing proteins: Identification of novel IDO1 inhibitors.,  184  [PMID:31610376] [10.1016/j.ejmech.2019.111750]

Source

Source(1):

• Scientific Literature